Rigid Heterocyclic Host for OLED Thermal Stability

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Solution Overview

Problem

Existing organic light-emitting devices (OLEDs) using common phosphorescent host materials like BAlq or CBP have low glass transition temperatures and poor thermal stability, leading to reduced luminescent efficiency and shorter lifetimes, as well as higher driving voltages and power consumption.

Innovation Solution

A novel heterocyclic compound with a rigid backbone is introduced, represented by Formula 1, which is used as a phosphorescent material in OLEDs, enhancing thermal stability and luminescent efficiency while maintaining high power efficiency and appropriate color coordinates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If common phosphorescent host materials like BAlq or CBP are used, then current efficiency is improved, but glass transition temperature is low and thermal stability is poor

Engineering Contradiction:
Improvecurrent efficiencyVSAvoidthermal stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent modifies the molecular structure of phosphorescent host materials by introducing rigid backbone structures (triphenylene, triphenodiazine, or triphenotriazine cores) with specific substituent groups. This structural parameter change increases the glass transition temperature to 80°C or higher while maintaining phosphorescent properties, thereby improving thermal stability without sacrificing current efficiency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite phosphorescent host materials combining rigid aromatic hydrocarbon cores with electron-transporting substituent groups (such as triphenylamine, carbazole, or BAlq derivatives). This composite structure integrates the thermal stability of rigid backbones with the electron transport capabilities needed for high current efficiency in phosphorescent OLEDs.

Inventive Principle:
Principle #40Composite materials

2Productivity

If common phosphorescent host materials like BAlq or CBP are used, then current efficiency is improved, but driving voltage is high and power efficiency is reduced

Engineering Contradiction:
Improvecurrent efficiencyVSAvoidpower consumption
Core Design Contradiction:
ProductivityVSUse of energy by stationary object

Solution Approach 1:

The patent optimizes the HOMO and LUMO energy levels of the phosphorescent host materials through structural modification. By adjusting the substituent groups on the rigid backbone, the material achieves better energy level matching with electrodes and transport layers, reducing driving voltage while maintaining high current efficiency, thus improving overall power efficiency.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If common phosphorescent host materials like BAlq or CBP are used, then luminescent efficiency is achieved, but lifetime is short due to deterioration during high-temperature deposition

Engineering Contradiction:
Improveluminescent efficiencyVSAvoidlifetime
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent increases the glass transition temperature of phosphorescent host materials to 80°C or higher through rigid backbone design. This parameter change ensures the materials remain stable during high-temperature vacuum deposition processes (typically 100-150°C), preventing molecular degradation and extending OLED lifetime while maintaining luminescent efficiency.

Inventive Principle:
Principle #35Parameter changes

4Stability of the object's composition

If rigid backbone structure is introduced to improve thermal stability, then glass transition temperature is increased, but molecular flexibility is reduced

Engineering Contradiction:
Improvethermal stabilityVSAvoidmolecular flexibility
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent introduces flexible substituent groups (such as alkyl chains or bulky aryl groups) at specific positions on the rigid backbone to provide local flexibility. This local quality adjustment allows the molecular core to maintain rigidity for thermal stability while the substituent regions provide the necessary conformational flexibility for proper packing and film formation in OLED devices.

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The novel heterocyclic compound improves the luminescent efficiency, power efficiency, and lifetime of OLEDs, reducing driving voltage and power consumption, and providing improved durability under high-temperature conditions.

Implementation Method 1

When a voltage is applied between the anode and the cathode, holes injected from the anode move to the EML via the HTL, and electrons injected from the cathode move to the EML via the ETL. The holes and electrons recombine in the EML to generate excitons. When the excitons drop from an excited state to a ground state, light is emitted.

Methodology Applied
Scientific EffectElectroluminescence: Electroluminescence

Implementation Method 2

Although they have advantageous light-emitting characteristics, these existing luminescent materials have low glass transition temperatures and poor thermal stability, and thus they may be deteriorated during a high-temperature deposition process under vacuum.

Methodology Applied
Scientific EffectGlass transition:

Data Source

PatentUS9825233B2Heterocyclic compound and organic light-emitting device including the same
Publication Date: 2017.11.21 SAMSUNG DISPLAY CO LTD
  • US9825233B2 patent drawing
  • US9825233B2 patent drawing
  • US9825233B2 patent drawing

AI summary

A heterocyclic compound represented by Formula 1 below and an organic light-emitting device including the heterocyclic compound are described.In Formula 1, R1 to R4 may be each independently one of a hydrogen atom, a deuterium atom, C5-C60 alkyl, C5-C60 aryl and C6-C60 condensed polycyclic; L1 and L2 may be each independently one of a single bond, C5-C60 aryl, C3-C60 heteroaryl and C6-C60 condensed polycyclic; Ar1 and Ar2 may be each independently one of C5-C60 aryl, C3-C60 heteroaryl and C6-C60 condensed polycyclic; A, B, C and D may be each independently one of —CH═ and —N═, excluding that all A, B, C and D are —CH═; and m and n may be each independently an integer of 0 to 3, excluding that all m and n are zero, wherein any of the above alkyl groups, aryl groups, condensed polycyclic groups and heteroaryl groups may be substituted or unsubstituted.